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Chloroform → 2-[(4-Methylpiperazin-1-yl)methyl]morpholine

HRID 2112764
ノート
印刷プレビュー

反応式

HRID 2112764 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH:7]1[CH2:12][CH2:11][O:10][CH:9]([CH2:13][N:14]2[CH2:19][CH2:18][N:17]([C:20](OC(C)(C)C)=O)[CH2:16][CH2:15]2)[CH2:8]1.[OH-].[Na+].C(Cl)(Cl)Cl>O1CCCC1>[CH3:20][N:17]1[CH2:16][CH2:15][N:14]([CH2:13][CH:9]2[O:10][CH2:11][CH2:12][NH:7][CH2:8]2)[CH2:19][CH2:18]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 23079694Tert-butyl 4-(morpholin-2-ylmethyl)piperazine-1-carboxylate

生成物 1

HCID 146275682-[(4-Methylpiperazin-1-yl)methyl]morpholine収率 66%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

反応条件

温度
60 °C

実験手順

Lithium aluminum hydride (150 mg, 4.10 mmol) was suspended in tetrahydrofuran (5 mL), and the suspension was mixed with a solution of tert-butyl 4-morpholin-2-ylmethylpiperazinecarboxylate (390 mg, 1.37 mmol) prepared as an intermediate according to Process Step 2 of Reference Example 19 in tetrahydrofuran (5 mL) added dropwise under ice-cooling, followed by heating at 60° C. under reflux for two hours. An aqueous sodium hydroxide solution (2 mol/L, 10 mL) and chloroform (50 mL) were added under ice-cooling, followed by separation. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure, to thereby yield the title compound (180 mg, in a yield of 66%).

後処理

  1. customprepared as an intermediate
  2. additionadded dropwise under ice-
  3. temperaturecooling
  4. temperatureunder reflux for two hours
  5. temperaturecooling
  6. customfollowed by separation
  7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-fe6286ce9ecd46428d1b775860ddaf95
出典データセット
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07524852B2

反応ノート

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